This is my first story with male subs. Enjoy!
Your instructions for me are to arrive at your apartment building, and wait outside for you. You told me to be there for 11:45 AM, but you won't be arriving for another 20 minutes.
It's raining. Outside your apartment building, there is no real shelter from the rain. It's cold – early March. It was unseasonably warm yesterday, but today is a miserable day: 2 degrees above freezing, windy and lots of rain.
I'm standing in front of the doors, and a couple walks up from the street. I step out of their way: they pay me no heed. My feet feel cold and wet: I look down to see I'm standing in a puddle! I jump out of the deep puddle onto walkway: my feet making squishing sounds. I really soaked my feet now! Shit! I didn't wear a hat, and don't have an umbrella: my hair is now matted, and I'm getting cold.
An old lady gets off a city bus half a block away. I watch her as he carries her bags, and balances herself with a cane. I feel pity for her – she looks lonely. She turns off the sidewalk, and walks directly towards me up the walkway. I remember the puddle – I stand on the edge of the walkway this time, and let her pass. She turns to me and asks me "are you waiting for someone?".
"Yes" I reply "my friend is due here any minute. She's coming home for lunch". She looks at me from head to toe, then looks me in the eyes.
To my surprise, she says "You better come in then, and get warm".
I accept the offer, and I walk into the warm lobby. The old lady walks over to the elevators, presses a button. I look up to the elevator indicators: they are all on the upper floors – she will have to wait. I think about when was the last time she had a lover. When was the last time she was kissed properly, the last time she had sex, and as I look at her wrinkled hands, the last time she held a cock.
I am broken from my reverie by "Dave?" I turn: you are standing there looking at me with an incredulous look on your face.
"Yes – hello!" I say. I was about to continue on telling you about how this nice lady let me in, when you walk up to me, and slap me in the face!
"I told you to wait outside for me, scum!".
I am shocked, ashamed and mortified all at once: and in front of this old lady! What must she be thinking?
"Oh, Hello Kim! How are you, dear? Is this one of your toys?" She asks. Just then the elevator bells rings, and one of the doors opens.
"Yes, unfortunately" you reply. The old lady turns and walks into the elevator, and you push me from behind following her in.
"Get in, you wet rat!"
The elevator door closes behind us. I feel real embarrassed. How should I reply? Do I say "yes, Mistress" in front of this woman? And why is she calling me a toy? Does she know?
My thoughts are interrupted by the jarring of the elevator as it begins its ascent. The lady is rummaging through her purse, and says "Well, he is a fair-looking specimen, Kim." glancing up from her purse to give me a cursory look. "Aha, here we go" she says, producing a key.
She places the key into the elevator control panel, and turns the key to stop. The elevator stops, and causes everyone to wobble a bit. The lady uses my chest to steady herself. I look into your eyes for answers, and al I see is a grin on your face. That grin is at the same time reassuring as it is frightening."
"You don't mind if I check him out, make sure he's 'fit' for you, do you, Kim?"
"Not at all, Dorothy: it would be my pleasure to have you inspect this scum"!
I can't believe my ears! I don't know what to say – I am shocked into silence!
"Good" she replies. "Now let's get on with business". I see her whip her cane around and whack me in the knees "Spread your legs, young man, and put your hands behind your head, or you'll get this cane in a much more uncomfortable fashion than tapping your little girl's knees!".
I am too shocked by her words and demeanour to do nothing but comply.
The old lady places her hands on my chest, and then lowers them down to my midriff.
"Let's see what he's packing, shall we, Kim"
"I wouldn't have it any other way, Dorothy – let's see what he's got."
I hold my breath – I know in my heart what is going to happen, and yet I am in disbelief. Her wrinkled hands unbuckle my belt, and pull it apart. Then her small fingers find the button to my pants and she undoes them too. I can feel my embarrassment rising. I know my cheeks must be red by now. But to make things worse, my cock is getting hard...
Then the moment I was dreading and yet strangely craving at the same time happens: she begins to lower my zipper. Once it is completely lowered, she pushes my pants down.
My erection is pressing against my underpants. I can feel there is some wetness on the tip. My embarrassment seems to know no boundaries...
"Ooooo! Looks like he hasn't got a problem getting hard for us, now does he?"
Right then, she trails her fingernails from my balls up the length of my shaft. She rests her finger tip on the tip of my cock – right on the wet spot.
"Let's see what this baby looks like, shall we?" she says to nobody in particular.
Then she pulls my underwear over my hardness, and pulls them down to my pants, which are bundled up above my knees.
She bends over, leaning on her cane to get a close look. "Ahh, this is a beautiful one!" His ball are hairy though: will you shave him?" She asks you.
"We'll see" you reply, leaving me to wonder.
Right then she grasps it, and pulls on it, masturbating me! You notice this, of course. You growl "don't you dare cum, or I'll make you pay in the most painful manner!".
I have to just stand there, and let this old lady pump my cock. She is an expert at this: her wrist moves and her fingers caress my shaft in a way that I know I won't last. I roll my eyes in the agony of the impending orgasm. Right then, stinging pain erupts from my balls: the old lady has gripped them, and just gave them a hard squeeze and twist.
"You're not allowed to cum, so do as your mistress says!" I don't reply – I don't know what to say. Right then, you slap my face. "What do you say, scum?"
I reply "uhh, yes?"
Another slap, followed by another squeeze and twist of my balls by Dorothy. The pain is intense – I have no illusions of orgasming any time soon. "You call her Mistress, scum!!"